All posts by Brad Whittington

Shaking It Up: Part 11

From my perspective, the biggest value that Truby brings to the table is to force me to think longer, harder and deeper, about my characters, their background, influences, motivation, and interactions. The last section of Chapter 4 covers values, as in how the character would answer the question “what makes life good?” We answer that question for each of the major characters. You can see the summary of this exercise in Part 10 in column of the character table. This exercise answers that question in more detail.

Chapter 4: Character Part 2


Jack (hero): Peace, inner and outer. From childhood, Jack has trained himself to discard desire, to embrace what is instead of seeking what is not. Counterintuitively, he has developed a high degree of self-confidence by choosing to not indulge self. Content to keep his thoughts to himself, he doesn’t impose himself or his ideas on others. He is more likely to answer a question with a question, not an answer. (Which can make him an annoying companion.) He doesn’t do this to be clever or from a lack of opinions/preferences, but because he has found that the fewer opinions he has about what others should do, the more tranquil his life. His worldview could be summarized as “It’s your nickel.”

Roger (opponent): Survival = financial success. From childhood, Roger has learned that you get what you can take, because nobody is going to give it to you. Counterintuitively, he does this through giving in the form of the fixer. He gains power by helping others get what they want. He is Radar O’Reilly as Shylock, bargaining without conscience or scruple, ultimately demanding his pound of flesh in the end. This worldview was developed as a survival mechanism, and he has used it to make himself rich, because in his world money is the only  measure of success.

Zoe (opponent): Respect. The respectable version of Roger, Zoe trades influence for money and power, but as a means to command respect. In her world, money is a given, but it is only valuable insofar as it gains her respect, in fact, she sees it as the only path that will gain respect and has no respect for those without money. However, she knows how to hide her ulterior motives in her climb to success.

Dan (opponent-ally): Stability. The judge sees the letter of the law as the guarantor of a stable community. Fair-minded but inflexible, he sees exceptions to the rule as the nose of the camel, the slippery slope toward societal disintegration, but secretly doubts himself, wondering if he has set the standard so high that he has doomed the larger part of humanity to failure to meet it, and so relies on, or maybe hides behind, the statutes when others might exercise judicial discretion. Far from a hardass, he is good humored and treats all with respect and disagrees firmly but pleasantly. 

Bella (ally): Harmony. Unlike the judge, Bella doesn’t second guess her convictions. She wants the best for everyone, and she knows just what they need to do. Her innate good nature, sense of humor, and concern for everyone from the highest to the lowest without regard to station serves as a partially-effective counterbalance to what would otherwise be harsh, overbearing mothering with a capital S. [I’m sure the capital S meant something when I wrote it. No idea what, though.]

Riki: Accomplishment. The weaker twin, Riki never figured out how to exist in this world. (Zen struggle between illusion and reality?) In his teens, he succumbed to the drug culture and died of an overdose, one of Roger’s earliest victims.

Jodi: Domestic tranquility. From childhood, Jodi assumed the role of mother for her twin brother to replace their birth mother. (Mother died? Abandoned them? Incompetent father? Bounced through the foster program?) When Riki dies, she transfers her energy to her bosses as an aggressively competent and controlling executive assistant.

Noel (opponent): Control. Noel followed in the footsteps of her father to become a homicide detective. Her obsession with justice and her keen insight brought her recognition, but not advancement. In midlife, she worries that she has neglected her family in her devotion to the mission.

Four-corner opposition 


Detour: Character Diamond

At one time, David Freeman taught a course called “Beyond Structure” which included the concept of the character diamond. Unfortunately, Freeman is too busy being Executive VP of Walt Disney Television / Star TV , the course is not currently available, and there is very little information online about this tool for developing complex and memorable characters.

The best description I could find online is from the website of Brian Eisenberg, marketing wiz, who uses the tool to develop buyer personas. In another blog post, Wizard of Ads partner Tim Miles uses the character diamond to create brand identities.


Defining characteristic
VulnerabilityCore identity
Counterpoint (opposite)

North: Defining characteristic of the character. The first thing you notice.
South: Counterpoint. Opposite.
West: Vulnerability.
East: Core identity. Non-negotiable, protect at all cost. Hill you’re willing to die on.

North-South: Makes the character interesting
East-West: Makes people connect


Monk, cleric
Angry doubterLongs for hope
Seeks justice

North: Monk, cleric
South: Seeks justice
West: Angry doubting Thomas, he’s a zen fraud
East: Wants to believe there is hope (in the icebox, he fought for meaning through which he remained functional instead of dysfunctional, core-level optimism.)

Shaking It Up: Part 10

We come to what I consider to be the most useful chapter in Truby’s book, developing the characters. A story is only as deep as its characters. Every hour spent on diving deep into character is worth ten hours spent on plot. I’ll go even further and say no plot, no matter how clever, surprising, or shocking can make up for shallow, cliche characters.

I divided my work on this chapter into two posts because it’s so long, and I worked on it for at least two weeks.

I’m intrigued that the concept of self once again emerges as the central problem. In my last novel, The Reluctant Saint, the central moral problem involved self.

Can you lose yourself in love without losing your self?

As I worked through the characters for my new project, a similar theme emerged.

Self preservation can lead to loss of self, self destruction.

Chapter 4: Character Part 1

First I read the chapter and jotted down thoughts that came to me as I considered the various concepts and examples. Then I went back through and worked through the elements.


  • Jack seeks the killer to show him how he is harming himself?
  • Jack’s back story involves a move from East Texas to Austin in high school. Let’s say his senior year. That’s how he meets Jodi and Riki. And Roger, although Jack doesn’t recognize him at first in present story time.
  • What if Roger is the most zen in that he sees no good or evil, and Jack is a reformed zen because he champions good and opposes evil?
  • “Often the hero is initially wrong about his true reason for going after the goal and does not discover his real motive until the end of the story, at the self-revelation.” Maybe we tie it all back to The Icebox!
  • What if Jack’s range of change goes from speaking in riddles and koans to engaging directly. He’s gliding along on the surface, but he has to abandon the self-preservation of riddles to be real. [Hm, do we need another person whose life is devastated by Jodi’s death? Mother? Sibling? Ex-husband? Friend? Bella?]
  • Double reversal? Perhaps Roger is connected to the Icebox story? This could be a wrong turn as it will feel too contrived. But it’s an interesting thought. 
  • Perhaps Jack’s need is that he has used what he learned from the Icebox to insulate himself from the world. Hm.
  • After discovering the murder, Jack must struggle with the problem of inserting himself in the equation, to effect a cause (i.e. to solve the problem). See pp 46+ in Watts to reacquaint yourself with how this works. To clutch instead of to let go.
  • Character who is a hoarder ala Hutchison. A clue is hidden in the mountain of papers and cat food tins.

Character List by Function

  • Hero: Jack
  • Main Opponent: Roger 
  • Fake-Ally Opponent: Zoe, city councilperson
  • Ally: Bella, owns diner? High school friend?
  • Fake-Opponent Ally: Dan, judge
  • Ally: Jodi and Riki:,high-school friends
  • Opponent: Noel, homicide detective
  • Subplot Character?

Central moral problem: Self preservation can lead to loss of self, self destruction. (That’s so zen.)

Note: The Atman is self in the sense of the true, supra-individual Self. The Anatman is the realization that the personal self is an illusion.

Archetypes List

  • King/Father
  • Queen/Mother
  • Wise Old Man/Mentor
  • Warrior
  • Shaman
  • Trickster
  • Artist/Clown
  • Lover
  • Rebel

Central problem: Sense of self / loss of self. Paradox: Self preservation can lead to loss of self, self destruction.

Key Point: Be as detailed as possible when listing the values of each character. How does each justify their actions to reach their goal?

Character Web

Notice the recurrence of the self in how each character deals with the central problem, and also how a lack of balance permeates the need for many of the characters. This analysis allows me to compare and contrast how different personalities wrestle with the same issues, which increases the possibility of nuance and richness not only in the characters but also in the plot.

Whether I can pull that off is a completely different question.

[Right-click the image and open it in a new tab or window to enlarge]

Main characters by function and archetype

Next week we take an in-depth look into what each character values.

Shaking It Up: Part 9

This chapter is going to be tricky because the hero’s weakness and need for this story don’t necessarily follow Truby’s ideas, which work well for a standalone story, but I must adapt it to support a possible series of detective novels. The hero can’t take this same arc in every book, going from weakness through action to change to personal transformation.

To this point, I have set up Jack to move past his zen philosophy to become an agent for imposing justice on a situation. Once this happens, what is the next book about? This is the point where it would be nice to ask Truby how his thoughts apply to a detective series. But I’ll work through the process for now and figure that out later.

Chapter 3: The seven steps of story structure

Weakness and need


Weakness: something missing in the hero that is so profound, it is ruining his life. The hero is aware of his weakness.

Need: what the hero must fulfill within himself to have a better life, typically involves overcoming his weakness and changing/growing. The hero is not aware of his need. Need has two levels. 1) psychological, how he is hurting himself. 2) Moral, how he is hurting others.



Jack is not aware of a weakness in his life.

Need (psychological, how he is hurting himself)

Because of a childhood trauma, Jack has adopted a zen-like philosophy of embracing the world as it is with no judgment. He doesn’t see a system of right and wrong, only varying degrees of proximity to the ultimate reality. [This sentence probably does severe injustice to actual zen beliefs.] In this view, the concept of justice has no meaning. Life is what it is. Choices are balanced by consequences, but there is no “should” to consider.

As a result, Jack is living as a hermit, devoid of meaningful relationships.

Note: I am aware that I am probably grossly distorting a zen-like philosophy. I will have to do a ton of reading to represent this fairly, as it is not my natural response to the world, or, in my view, the natural response of any human who has not consciously made the effort to divorce value judgments from life experience.

Need (moral, how he is hurting others)

This needs work. My thought is that Jack doesn’t take a side. When a friend is suffering from some injustice, Jack can’t champion their case. However, this approach doesn’t make sense to me, and will be hard for the typical reader of whodunits to embrace. A lot of work ahead for me.


Jack wants to find the person who murdered his friend, to bring justice.


At the personal level, the opponent is the person who murdered, or caused the death, of his friend. At a larger level, the opponent is the elite who orchestrate the world to their advantage and to the disadvantage of anyone in their way.

Hero and the opponent want the same thing? 

  • Jack wants the truth, to expose the person responsible for his friend’s death. 
  • What is the truth that the opponent (OP) wants the world to believe? He’s a fixer, a problem solver. In his youth, this meant connecting his peers with drugs. He must work though progressive levels until he’s in a place to get people in high places the things they want. That kind of power sustains the lifestyle he has aspired to and now seeks to maintain.


Perhaps Jack runs across OP early, while gaining access to more powerful peeps. The trick here is the trail of breadcrumbs that leads Jack to a powerful person. Maybe a note, a scrap of paper on victim’s effects, a phone number, partial name?

Need a surface motive for someone, perhaps another homeless person. When that washes out, maybe the false opponent relates something he/she saw that takes it to the next level. And so on. This is a good trail to follow.

Might be a two-level plan like Godfather, first Sollozo, then Barzini, the true power/threat behind the strawman.

OP is the muscle, but he dies or is arrested, leaving a worrying thread that Jack can’t let rest. This leads him to the true OP.


Might be a bit cliche’, but true OP could be someone Jack calls on for help early in the investigation. True David/Goliath battle. Original OP is just a pawn. This is getting better!


This is where I have to tread carefully. I don’t want this to be some big renunciation of Jack’s philosophy of detachment to get the religion of justice warrior. Must be more subtle than that, something that can maintain tension through sequels.

New equilibrium 

The new equilibrium is an uneasy balance of zen and justice. I will know more about this after I understand zen better.


As you can see, I’ve run into some serious snags right up front. I have my work cut out for me, which illustrates early on that writing a novel is a significant undertaking.

I’m a cook-or-vacate-the-kitchen kind of guy, which is why in interviews when people ask if I have advice for aspiring writers, I say:

“Quit now and avoid the rush.”

To some, that answer sounds cruel or flippant, but it’s anything but. I think most people are creative in some area of their life. If you’re one of those people, it’s important to identify the creative pursuit that works best for your disposition and ambition.

Some aspiring writers tackle a novel project and quickly become overwhelmed by the labor-intensive nature of the work. The value of this installment of Behind the Scenes with the Wunderfool is to demonstrate how you can break the work down into manageable chunks and push past the speed bumps.

If this isn’t your idea of fun, then you can avoid the quagmire of the novel and turn your attention to something more accessible, such as the haiku. Although I tend toward the long form, I enjoy writing a haiku. It takes a day or so to distill an idea into 17 syllables, but it’s very rewarding and has the added bonus of instant gratification, especially when compared to a novel.


So, what speed bumps have you hit in your project? What is your plan to divide and conquer?

Shaking It Up: Part 8

This week I spent a few sessions on the deck with John Truby. Or, more specifically, his book The Anatomy of Story.

Truby has his own approach to story structure, but for me the true value of his book is the process, not the structure.

I have a problem. I always want to jump right into the story and start writing. It’s like signing up to run a marathon when you barely have enough juice to run a 440.

A novel requires a full cast of characters: the protagonist, the antagonist, allies, opponents, fake allies, fake opponents. A good novel explores the interactions between all the characters, what Truby calls the character web. If you really want to write a rich, powerful novel, you need to understand all these characters, their motivation, their weakness, need, desire, key values, and how they interact within a character and between characters.

Truby saves me from myself. He forces me to understand the full depth and power of the story itself. He forces me to treat the characters as real people, not just pieces to move around on the board to advance the plot.

Basically, he forces me to do the heavy lifting before I start writing.

Why is that important? It saves a ton of time and frustration caused by writing scenes and chapters that I have to throw away. Chapters that don’t feel authentic or that go nowhere.

This is not a formula. It’s not paint-by-numbers. It’s the exact opposite. It’s a process that allows you to create a unique story that isn’t like any other story.

I spent a few hours out on the deck reading Chapters 1 and 2. I uncovered a lot of good things for me to know or research before I start writing.

Chapter 2: Ten steps to develop premise

Step 1: Write something that could change your life

Wish list

  • Classic whodunit plot
  • Unlikely hero
  • Ghost from the past (Brillo?)
  • Talisman from the past (Randall knife?)
  • Rock thrower, or is that too much?
  • Recurring homeless character, annoying, who Jack rescues from a culvert in a flood

Premise: An antisocial homeless veteran takes on powerful enemies to solve the murder of a childhood friend.

Step 2: Look for what’s possible

  • What if the villain is involved in Code Next, wanting to develop multi-family dwellings in Shoal Creek?
  • What if the villain is in league with city officials who will be at risk if the truth comes out?
  • What if Jack has already been in a few scrapes with the law? Perhaps an outstanding case against him with a pending court date?
  • What if Jack has some allies that he calls only when all is lost? A judge? A judge who has ruled against him in the past? A high-ranking military officer?

Step 3: Identify the story challenges and problems

  • Keep the plot from getting too intricate
  • Educate the reader on Riki’s backstory without violating POV
  • Portray the homeless life without falling into the ditches of trivializing, moralizing, sermonizing, and all the other izings
  • Establish Jack as a zen-like dude who has insulated himself from human involvement, a non-interventionist, without being a jerk
  • Construct a consistent personal philosophy initially built on a traumatic childhood event and developed through life experience
  • Research the conflict, if any, between a zen-adjacent world view and Jack imposing his moral sense on another by actively seeking justice. Is this a challenge for Jack, something he has to work through? Or is he already there?
  • Perhaps the turning point is stepping out of his insular world to intervene on behalf of a close friend from his past

Step 4: Find the designing principle

Designing principle: Use the classic David vs Goliath story to show how a reclusive vagabond overcomes his nature to solve the murder of a childhood friend by exposing the crimes of the monied elite.

Step 5: Determine your best character in the idea

Best Character: Jack

Step 6: Get a sense of the central conflict

Central Conflict: Jack takes on the powerful to expose the murderer

Step 7: Get a sense of the single cause-and-effect pathway

Single Cause/Effect Pathway: A murder disguised as a suicide draws a reclusive homeless man out of his self-imposed isolation to expose the murder.

Step 8: Determine the hero’s possible character change


W = weakness (psychological and moral)
A = struggle to accomplish the basic action in the middle of the story
C = changed person

Hero’s Character Change: W x A = C


Weakness = non-interventionist, the world is what is, we don’t change it, we live in it

Action = decides to bring a murderer to justice

Change = becomes an agent of change to intervene in what is to make it what should be

Step 9: Figure out the hero’s possible moral choice

Moral Choice: take a side instead of accepting what is

Step 10: Gauge the audience appeal

Audience Appeal: Universal. Humans have an innate sense of right and wrong


What about your story? Have you thought it through? Have you identified cool things that could make it more interesting or problems you must overcome to make it compelling?

See you next week. Keep on writing.

Shaking It Up: Part 7

The last scene of the story calls back to the opening scene of the novel. I couldn’t resist the symmetry. I also reveal the boy’s name for the first time. I didn’t want to name him at all, just leave him as an archetype, but verisimilitude won out. There isn’t a father on the planet that won’t call out his son’s name in this circumstance.

I prefer to do the whole novel without naming the protagonist, just have him as an entity set apart from his world, involved only as required to keep body and spirit connected. But that’s a heavy lift for the writer and a heavier ask for the readers, especially for commercial fiction. So far I’ve settled on Jack. We shall see if it survives to publication.

The Icebox: Session 4, on the deck

Dictation recording (45 min)

First draft manuscript

Shaking It Up: Part 6

Back on the deck, late at night as you can tell from the insect symphony. I sometimes write fiction in the daylight, but typically I start writing after it’s completely dark outside. The advantage? Zero interruptions. I typically shut down between midnight and two, but many times I have written right through to dawn, and Let me tell you, the noise of all those birds waking up makes it hard to concentrate.

I hear all kinds of things, cars, trucks, or motorcycles zooming through the neighborhood, insects, of course, frogs, dogs barking, the occasional wandering nocturnal mammal, and the most chilling of all, the yelping of a pack of coyotes after a kill.

The Icebox: Session 3, on the deck

Dictation recording (23 min)

First draft manuscript

Shaking It Up: Part 5

Back when I was a captive instead of a freelancer, I wrote wherever I had to. Usually on the deck, but also in coffee shops, airplanes, hotel rooms. The fixed requirements were Wi-Fi and access to power. The upside to dictating your first draft is that you can do it anywhere. In this case, I did this 15 minutes of dictation while driving. The trip seemed like it happened in just a few minutes.

The Icebox: Session 2, driving

Dictation recording (15 min)

Third draft manuscript

Shaking It Up: Part 4

At the end of the second dictation session, I realized the fatal flaws in my workaround. First, you can’t disguise a novel as a bunch of short stories, and second, I needed to know way more about my protagonist. I abandoned the detective story and decided to focus on his origin story by writing a real short story.

I focused on two attributes of his character: claustrophobia and a zen-like philosophy.

I worked out a basic plot that had only 3 scenes: the bike trip to the dump to shoot cans with his BB gun, an encounter with some high school kids, and what followed. Then I followed my new process, dictating the first draft over four recording sessions.

In this case, I’m showing you the third draft manuscript, so it’s somewhat polished. I ran this draft through my critique group, who gave me excellent ideas for making it significantly better that I never would have thought of on my own. Sometime this year (I hope) I’ll get around to rewriting it. Also, I submitted it to 4 literary magazines and got 4 rejections.


The Icebox: Session 1, on the deck

Dictation recording (32 min)

Third draft manuscript

Shaking it up: Part 3

In the further adventures of throwing away the process to shake things up, here is the second session of dictating the first draft of the detective novel. Evidently I solved the wall-staring issue by stopping the recording to stare at the wall.

The manuscript is not just a transcription, but an edit that synthesizes the ideas from the recording plus slight changes to smooth out the writing.

The best way to experience the draft is to bring up the manuscript and listen to the recordings as you read along so you can see how it changed from dictation to first draft.

Detective Novel: Session 2

Dictation recording 1 (7 min)

Dictation recording 2 (8 min)

Dictation recording 3 (3 min)

First draft manuscript

And then I hit the wall. But that’s a story for next week.

Shaking it up: Part 2

This blog series is a chronicle, in real time, of the act of developing a story and writing a novel. Consequently, it will contain spoilers. If you want to come to the finished novel with a clean slate, you should read it first (when it finally gets published) and then come back to see how the sausage is made.


After The Reluctant Saint came out, I pondered my next writing project. A coterie of fans have been clamoring for a sequel, and that is high on my list. Of course, somebody always wants another Fred book.

But I wanted to try something completely different. A bonafide whodunit. A few of my novels have some elements of a whodunit, especially Muffin Man and Endless Vacation, but I wanted to do an actual, legit, hit it right down the middle detective book.

There was just one snag: every detective must have his thing. His quirk.

  • Holmes is the seemingly cold-blooded thinking machine. He has the pipe, the violin, the disguises. even a seven-percent solution of cocaine.
  • Poirot has the little grey cells, the finicky obsession with style and personal appearance, and the visceral, almost manic obsession with justice.
  • Wolfe has his orchids and agoraphobia.
  • Morse has his Jaguar, opera, and Masonic conspiracy theories
  • Bosch has his Vietnam vet tunnel rat thing, his love of jazz, and poor impulse control.

I spent months coming up with a thing. And that thing was: my detective is homeless.

After considerable brainstorming with my comrades, I settled on a guy who is homeless not because he is down on his luck, but by choice, a man who has rejected the system and chooses to live off the grid.

And this is the point where I broke from my usual habit of working through things at the keyboard, or at the very least, with a lab book and a pen. Instead, I went out on the deck with a scotch and a cigar and a digital recorder, hit record, and asked my detective to tell me about himself. For the next 15 minutes, I channeled my detective, writing down everything I/he said.

I was astounded at what came out, and it gave me a starting point for weeks of research. I read The Art of Zen and Motorcycle Maintenance by Robert Pirsig. I read Travels with Lizbeth: Three Years on the Road and on the Streets by Lars Eighner. I subscribed to the Steve1989MREInfo YouTube channel, listening to hours of reviews of vintage and current MREs. (I’m still subscribed 4 years later.) I called a guy I know who was homeless for several years and who now works with the very organization that helped him get off the streets.

Then I ran smack dab into reality. I bought my current house to renovate the 900 sq ft workshop into a one-bedroom apartment for my mother. However, to make that happen, I had to re-purpose the time I spend writing fiction toward getting new clients for the day job. My New Year’s resolution was to not write another novel until the apartment was finished.

But I couldn’t let the detective novel go. After several months, like a good Pharisee, I found a loophole. I had vowed to not write another novel, but I didn’t say anything about short stories. I would write a series of short stories that I could later stitch together into a novel.

Because the channeling session worked out so well, I decided to dictate my first draft.

To understand the shocking nature of this turn of events, consider that my first draft process involves long periods of staring at the wall, followed by a few frantic minutes of wildly typing before returning to wall staring.

As you may surmise, a process that features long periods of silence isn’t compatible with talking into a recorder. But I chose to double down on shaking things up.


Because this blog series is an exercise in complete transparency of process, I present to you the first session recording, followed by the first draft edit, which is four paragraphs. I recommend you compare the recording to the the manuscript as you listen.

Detective Novel: Session 1

Dictation recording (4 min)

First draft manuscript